Apple OpenSSL Verification Surprises

#!/usr/bin/env python3.3
"""Test / demo script for Apple OpenSSL Verification Surprises (CVE-2014-2234)

https://hynek.me/articles/apple-openssl-verification-surprises/

Christian Heimes <christian@python.org>
"""
import os
import platform
import socket
import ssl
import sys

FILE = os.path.abspath(__file__)
HERE = os.path.dirname(FILE)
APPLE = ("apple.com", 443)
CACERT = ("www.cacert.org", 443) 


def get_server_certificate(addr, cafile=None, capath=None):
    ctx = ssl.SSLContext(ssl.PROTOCOL_SSLv3)
    ctx.verify_mode = ssl.CERT_REQUIRED
    if cafile is None and capath is None:
        ctx.set_default_verify_paths()
    else:
        ctx.load_verify_locations(cafile=cafile, capath=capath)
    with socket.create_connection(addr) as conn:
        with ctx.wrap_socket(conn) as sconn:
            return sconn.getpeercert()


def tea_bug():
    print("Check '{}:{}' with default verify paths".format(*APPLE))
    try:
        get_server_certificate(APPLE)
    except ssl.SSLError as e:
        print("    FAIL -- no default certs available?")
        print("    {}".format(e))
    else:
        print("    PASS")

    print("Check '{}:{}' with CACert as only root CA".format(*CACERT))
    try:
        get_server_certificate(CACERT, FILE, HERE)
    except ssl.SSLError as e:
        print("    FAIL")
        print("    {}".format(e))
    else:
        print("    PASS")

    print("Check '{}:{}' with CACert as only root CA".format(*APPLE))
    try:
        get_server_certificate(APPLE, FILE, HERE)
    except ssl.SSLError as e:
        print("    PASS -- check failure expected")
        print("    {}".format(e))
    else:
        print("    BUG -- check should have failed")
        print("    Your system is affected by the TEA surprise bug")
        sys.exit(1)


if __name__ == "__main__":
    version = ".".join(str(v) for v in sys.version_info[:3])
    print("Python {} ({})".format(version, sys.executable))
    print(ssl.OPENSSL_VERSION)
    print(platform.platform())
    print("")
    tea_bug()


CACERT = """http://www.cacert.org/certs/root.crt

-----BEGIN CERTIFICATE-----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omTxJBzcoTWcFbLUvFUufQb1nA5V9FrWk9p2rSVzTMVD
-----END CERTIFICATE-----
"""